Hydrochloric Acid → HCID 178474706, compound

HRID 1709613Notes

Reaction equation

HRID 1709613 reaction equation
[C:1]([CH:4]1[C:9](=[O:10])[CH2:8][CH:7]([CH2:11][CH2:12][S:13][C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)[CH2:6][C:5]1=[O:21])(=O)[CH3:2].Cl.[CH2:23]([O:25][NH2:26])[CH3:24].C(N(CC)CC)C.Cl>C(O)C.O>[CH2:23]([O:25][NH:26][C:1](=[C:4]1[C:9](=[O:10])[CH2:8][CH:7]([CH2:11][CH2:12][S:13][C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)[CH2:6][C:5]1=[O:21])[CH3:2])[CH3:24]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 76850O-ethylhydroxylamine hydrochlorideHCID 23035964HCID 23035964, compound

Product 1

HCID 178474706HCID 178474706, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

0.8 Gram of 2-acetyl-5-[2-(4-chlorophenylthio)ethyl]cyclohexane-1,3-dione was dissolved in 80 ml of ethanol, and after adding 0.31 g of ethoxyamine hydrochloride and 0.32 g of triethylamine, the resulting solution was stirred overnight at room temperature. The reaction solution was poured into water, acidified with dilute hydrochloric acid and extracted with chloroform. After removing chloroform, the product obtained was purified by thin layer chromatography (developing solvent, hexane:ethyl acetate=3:1) to obtain 0.43 g of 2-(1-ethoxyaminoethylidene)-5-[2-(4-chlorophenylthio)ethyl]cyclohexane-1,3-dione [Compound (1)].

Workup

  1. extractionextracted with chloroform
  2. customAfter removing chloroform
  3. customthe product obtained
  4. customwas purified by thin layer chromatography (developing solvent, hexane:ethyl acetate=3:1)

Sources & evidence

ORD record
ord-296dc7a60a454d048d66e17452cc74aa
Source dataset
uspto-grants-1990_08
Patent number
US04950322

Reaction notes

Loading…